Head of Design

For most people, health insurance is something that happens to them: a plan chosen by someone else, with little room to fit their life. Thatch is changing that. We help companies give every employee a real healthcare budget instead of a one-size-fits-all plan, so people can choose the coverage and care that works for them, and employers get predictable costs they can control.

It’s a simple idea, but making it real means solving hard problems across healthcare, payments, and technology, and we’re just getting started. We look for people who like solving complex problems, use good judgment, and are comfortable working through ambiguity. People here care deeply about our customers, take real responsibility for what gets built, and are driven by doing work that matters.

Healthcare in America is notoriously complex, opaque, and outdated. We’ve been conditioned to have low expectations for the user experience in healthcare, accepting clunky portals, confusing workflows, and endless toil as the cost of doing business.

At Thatch, we believe great design is a missing catalyst for fixing healthcare. We’re rebuilding health benefits from the ground up to create a personalized, transparent, and genuinely joyful experience for every employee, employer, broker, and partner we work with.

As our Head of Design, you’ll lead product and brand design at Thatch and help us set a new bar for what healthcare can look and feel like. You’ll lead and grow an exceptional design team, set the creative direction for the company, and bring consumer-grade craft and polish to every experience we create.

• Set and execute a design strategy across our product, website, brand, and marketing experiences.
• Lead, develop, and grow a high-performing team of product and brand designers.
• Set a high bar for craft and create a culture of thoughtful, direct design critique and continuous improvement.
• Think from first principles about complex healthcare experiences and make them simple, intuitive, and beautiful.
• Partner closely with Product, Engineering, Marketing, Sales, and Operations to understand our users and ship high-impact work quickly.

We aim to keep the process thoughtful, rigorous, and efficient. Most candidates complete it within three weeks. You can expect:

• Recruiter Conversation: 30 minutes to discuss your background, what you’re looking for, and the role.
• Hiring Manager Conversation: 30 minutes with our President to talk about your experience and approach to design leadership.
• Portfolio Review: 60 minutes with members of the design team to walk through your work and impact.
• Functional Interviews: Three 30-minute conversations with team members to go deeper into how you think, lead, and work with others.
• Executive Conversation: 30 minutes with our CEO to discuss leadership, values, and building at Thatch.

• 7+ years of design experience, including 3+ years leading and developing design teams.
• Exceptional design taste and a track record of delivering high-quality product experiences.
• Significant experience as both an individual contributor and design leader.
• Experience setting design direction and raising the quality bar across a team or organization.
• Experience operating in a fast-moving, high-growth technology company.

• Experience across both product and brand design.
• Experience simplifying complex or regulated products.
• A background spanning both B2B and B2C experiences.
• Experience working in a fast-moving agency or studio environment.
• Healthcare experience is helpful, but not required.